Place 12 small disposable cups on a baking sheet (or something easily transferable to the freezer). Put 1 teaspoon of sprinkle into each cup. Set aside.

In a large mixing bowl, whisk together vanilla pudding mix and milk until combined. Let stand until soft set, about 3 minutes. Use a rubber spatula to fold in whipped topping, chopped cookies, and the remaining sprinkles. Divide the mixture into the cups. Cover the cups with aluminum foil and stick a popsicle stick in the center of each cup. Freezer overnight.

To remove from the cups, cut a small slit at the top and gently unwrap.