Make sure the cream cheese is well softened. Combine cream cheese, half the Cool Whip, and powdered sugar in a bowl. Use a hand or stand mixer to combine reallly well.
Crush cookies. I use a food processor but you can use a one-gallon freezer bag and a rolling pin.
Melt butter. Mix with crushed cookies in a bowl or in the 9x13 dish.
Press butter-cookie mixture into the bottom of a 9x13 dish to form a crust.
Add the cream cheese mixture over top of the cookie crust. Smooth evenly.
Prepare the Chockolate pudding per package instructions, adding the vanilla extract.
Once pudding starts to set, pour over top of chream cheese mixture. Let set up in the refridgerator.
Mack sure Cool Whip is thawed. Spread over set Chockolate pudding. Sprinkle with some crushed cookies.