diff --git a/pkg/controllers/workgenerator/controller.go b/pkg/controllers/workgenerator/controller.go
index dac2cb6ed..0511dc143 100644
--- a/pkg/controllers/workgenerator/controller.go
+++ b/pkg/controllers/workgenerator/controller.go
@@ -115,6 +115,7 @@ func (r *Reconciler) Reconcile(ctx context.Context, req controllerruntime.Reques
 
 	if syncErr != nil {
 		klog.ErrorS(syncErr, "Failed to sync all the works", "resourceBinding", bindingRef)
+		// TODO: remove the deprecated "resourceBound" condition when we switch to the new condition model
 		resourceBinding.SetConditions(metav1.Condition{
 			Status:             metav1.ConditionFalse,
 			Type:               string(fleetv1beta1.ResourceBindingBound),
@@ -122,13 +123,27 @@ func (r *Reconciler) Reconcile(ctx context.Context, req controllerruntime.Reques
 			Message:            syncErr.Error(),
 			ObservedGeneration: resourceBinding.Generation,
 		})
+		resourceBinding.SetConditions(metav1.Condition{
+			Status:             metav1.ConditionFalse,
+			Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+			Reason:             syncWorkFailedReason,
+			Message:            syncErr.Error(),
+			ObservedGeneration: resourceBinding.Generation,
+		})
 	} else {
+		// TODO: remove the deprecated "resourceBound" condition when we switch to the new condition model
 		resourceBinding.SetConditions(metav1.Condition{
 			Status:             metav1.ConditionTrue,
 			Type:               string(fleetv1beta1.ResourceBindingBound),
 			Reason:             allWorkSyncedReason,
 			ObservedGeneration: resourceBinding.Generation,
 		})
+		resourceBinding.SetConditions(metav1.Condition{
+			Status:             metav1.ConditionTrue,
+			Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+			Reason:             allWorkSyncedReason,
+			ObservedGeneration: resourceBinding.Generation,
+		})
 		if workUpdated {
 			// revert the applied condition if we made any changes to the work
 			resourceBinding.SetConditions(metav1.Condition{
@@ -568,7 +583,7 @@ func buildAllWorkAvailableCondition(works map[string]*fleetv1beta1.Work, binding
 		Status:             metav1.ConditionFalse,
 		Type:               string(fleetv1beta1.ResourceBindingAvailable),
 		Reason:             workNotAvailableReason,
-		Message:            fmt.Sprintf("work object %s is not available", notAvailableWork),
+		Message:            fmt.Sprintf("Work object %s is not available", notAvailableWork),
 		ObservedGeneration: binding.GetGeneration(),
 	}
 }
diff --git a/pkg/controllers/workgenerator/controller_integration_test.go b/pkg/controllers/workgenerator/controller_integration_test.go
index 5e332e47a..f5110e87e 100644
--- a/pkg/controllers/workgenerator/controller_integration_test.go
+++ b/pkg/controllers/workgenerator/controller_integration_test.go
@@ -134,11 +134,17 @@ var _ = Describe("Test Work Generator Controller", func() {
 						Reason:             syncWorkFailedReason,
 						ObservedGeneration: binding.GetGeneration(),
 					},
+					{
+						Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+						Status:             metav1.ConditionFalse,
+						Reason:             syncWorkFailedReason,
+						ObservedGeneration: binding.GetGeneration(),
+					},
 				},
 			}
 			diff := cmp.Diff(wantStatus, binding.Status, ignoreConditionOption)
 			Expect(diff).Should(BeEmpty(), fmt.Sprintf("binding(%s) mismatch (-want +got):\n%s", binding.Name, diff))
-			Expect(binding.GetCondition(string(fleetv1beta1.ResourceBindingBound)).Message).Should(ContainSubstring("resource snapshots are still being created for the masterResourceSnapshot"))
+			Expect(binding.GetCondition(string(fleetv1beta1.ResourceBindingWorkCreated)).Message).Should(ContainSubstring("resource snapshots are still being created for the masterResourceSnapshot"))
 			// create the second resource snapshot
 			secondSnapshot := generateResourceSnapshot(1, 2, 1, [][]byte{
 				testClonesetCRD, testNameSpace, testCloneset,
@@ -215,9 +221,9 @@ var _ = Describe("Test Work Generator Controller", func() {
 					if err := k8sClient.Get(ctx, types.NamespacedName{Name: binding.Name}, binding); err != nil {
 						return false
 					}
-					// only check the bound status as the applied status reason changes depends on where the reconcile logic is
+					// only check the work created status as the applied status reason changes depends on where the reconcile logic is
 					return condition.IsConditionStatusTrue(
-						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingBound)), binding.GetGeneration())
+						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingWorkCreated)), binding.GetGeneration())
 				}, timeout, interval).Should(BeTrue(), fmt.Sprintf("binding(%s) condition should be true", binding.Name))
 				// check the work is created by now
 				work := fleetv1beta1.Work{}
@@ -428,9 +434,9 @@ var _ = Describe("Test Work Generator Controller", func() {
 					if binding.GetGeneration() <= 1 {
 						return false
 					}
-					// only check the bound status as the applied status reason changes depends on where the reconcile logic is
+					// only check the work created status as the applied status reason changes depends on where the reconcile logic is
 					return condition.IsConditionStatusTrue(
-						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingBound)), binding.GetGeneration())
+						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingWorkCreated)), binding.GetGeneration())
 				}, timeout, interval).Should(BeTrue(), fmt.Sprintf("binding(%s) condition should be true", binding.Name))
 				By(fmt.Sprintf("resource binding  %s is reconciled", binding.Name))
 				// check the work that contains none enveloped object is updated
@@ -533,9 +539,9 @@ var _ = Describe("Test Work Generator Controller", func() {
 					if binding.GetGeneration() <= 1 {
 						return false
 					}
-					// only check the bound status as the applied status reason changes depends on where the reconcile logic is
+					// only check the work created status as the applied status reason changes depends on where the reconcile logic is
 					return condition.IsConditionStatusTrue(
-						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingBound)), binding.GetGeneration())
+						meta.FindStatusCondition(binding.Status.Conditions, string(fleetv1beta1.ResourceBindingWorkCreated)), binding.GetGeneration())
 				}, timeout, interval).Should(BeTrue(), fmt.Sprintf("binding(%s) condition should be true", binding.Name))
 				By(fmt.Sprintf("resource binding  %s is reconciled", binding.Name))
 				// check the enveloped work is deleted
@@ -868,6 +874,12 @@ func verifyBindingStatusSyncedNotApplied(binding *fleetv1beta1.ClusterResourceBi
 					Reason:             allWorkSyncedReason,
 					ObservedGeneration: binding.GetGeneration(),
 				},
+				{
+					Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+					Status:             metav1.ConditionTrue,
+					Reason:             allWorkSyncedReason,
+					ObservedGeneration: binding.GetGeneration(),
+				},
 				{
 					Status:             metav1.ConditionFalse,
 					Type:               string(fleetv1beta1.ResourceBindingApplied),
@@ -891,6 +903,12 @@ func verifyBindStatusAppliedNotAvailable(binding *fleetv1beta1.ClusterResourceBi
 					Reason:             allWorkSyncedReason,
 					ObservedGeneration: binding.GetGeneration(),
 				},
+				{
+					Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+					Status:             metav1.ConditionTrue,
+					Reason:             allWorkSyncedReason,
+					ObservedGeneration: binding.GetGeneration(),
+				},
 				{
 					Type:               string(fleetv1beta1.ResourceBindingApplied),
 					Status:             metav1.ConditionTrue,
@@ -920,6 +938,12 @@ func verifyBindStatusAvail(binding *fleetv1beta1.ClusterResourceBinding) {
 					Reason:             allWorkSyncedReason,
 					ObservedGeneration: binding.GetGeneration(),
 				},
+				{
+					Type:               string(fleetv1beta1.ResourceBindingWorkCreated),
+					Status:             metav1.ConditionTrue,
+					Reason:             allWorkSyncedReason,
+					ObservedGeneration: binding.GetGeneration(),
+				},
 				{
 					Type:               string(fleetv1beta1.ResourceBindingApplied),
 					Status:             metav1.ConditionTrue,