Keeping 8-10 cookies intact, use a blender to grind cookies until they become crumbs (if you have a pulse button, push that over and over until the cookies are crumbs)

Grease a 9x13 baking pan

Using an electric mixture, mix the cream cheese until soft

In a medium sized bowl, mix the pudding mixture and cold milk

Add the pudding mixture to the cream cheese

Add powdered sugar

Begin layering the dessert into three layers

First with the pudding mixture, then the crushed cookies

Add two more layers of pudding mixture and the crushed cookies - finishing with crushed cookies on top 

Trim of the sides of your intact cookies, so they resemble gravestones

*I have found that the best way to do this is to use a serrated knife and using very little pressure, move the knife in a sawing motion

Push gravestone cookies into the dessert and add pumpkins

Cover and chill for 2 hours or overnight