Prepare the strawberry whipped cream by stirring together 1/4 c. strawberry puree and 1/8 c. plus 1 Tbsp. sugar. Pour cold heavy cream into a chilled mixing bowl, then add the sweetened strawberry puree and mix with whisk attachment on high speed until cream holds its shape and is scoop-able. Place in the refrigerator until you're ready to serve.
Slice the thawed Sara Lee Pound Cake lengthwise, spread softened butter on all sides, and grill on medium-high heat for 2 to 3 minutes per side.
Brush melted butter or vegetable oil on pineapple rounds and grill on medium-high heat for 3-4 minutes per side.
Assemble by placing grilled pineapple rounds on one half of the Sara Lee® Pound Cake, followed by a layer of fresh sliced strawberries, then spread on a nice helping of strawberry whipped cream (reserving a nice big scoop for the topping), then top with the other pound cake half. Place a big scoop of strawberry whipped cream on top, along with additional fresh sliced strawberries for garnish.