Step 1
Preheat oven to 350 degrees F (175 degrees C).
Step 2
Grease and flour three round 9-inch baking pans.
Step 3
Sift flour 2 1/4 cup sugar baking powder and salt together in a bowl; cut shortening into flour mixture until fine crumbs are formed.
Step 4
Beat egg whites milk strawberry syrup and vanilla extract into flour mixture with an electric mixer on low for 1 minute; increase to high until smooth and blended about 2 more minutes scraping the sides of the bowl frequently.
Step 5
Pour batter into prepared baking pans.
Step 6
Bake in the preheated oven until a toothpick inserted in the center of each cake comes out clean 25 to 30 minutes.
Step 7
Place chocolate in a small microwave-safe bowl; heat on High in microwave until melted about 1 minute. Stir chocolate until smooth.
Step 8
Beat cream cheese and 1/3 cup sugar in a large bowl with an electric mixer on High until combined 1 minute; stir chocolate into mixture until well mixed.
Step 9
Gently fold whipped topping pudding mix and chocolate sandwich cookies into cream cheese mixture to form the filling.
Step 9
Spread about 1/3 filling on top of one cake. Place second cake atop filling layer. Repeat with a filling layer the third cake and a final layer of filling on top.