Preheat oven to 375.
Grease a cookie sheet and set aside.
Dice apple pie filling into very small pieces. Set aside.
Unroll dough into 4 rectangles and seal perforations by pinching.
Brush each rectangle with melted butter and sprinkle with a tablespoon of sugar.
Roll each up log ways and pinch to seal.
Coil into a spiral and slightly press down middle to make room for apple filling.
Place on prepared cookie sheet.
Top each with about 1/4 of apple filling.
Mix the brown sugar, cinnamon, and flour together.
Cut in the butter until crumbles form.
Sprinkle evenly over each roll.
Bake until golden brown (about 16-18 minutes).
In a small bowl, combine powdered sugar, milk and 1/4 teaspoon vanilla and stir until smooth.
Drizzle over each roll.