Prepare the Apple Filling:

In a skillet over medium heat, melt 2 tablespoons of butter. Add the diced apples, 2 tablespoons of granulated sugar, and 1 teaspoon of ground cinnamon. Cook while stirring occasionally for about 10-15 minutes, until the apples are tender and slightly see-through. Remove from heat and let it cool slightly.

Assemble the Rolls:

Preheat your oven to 350°F (175°C). Unroll the crescent roll dough on a lightly floured surface. Press the perforations to create one big rectangle. Spread the cooled apple mixture evenly over the dough. Starting from one end, roll the dough tightly into a log. Use a sharp knife to slice the log into 8 equal pieces. Place the rolls cut-side up in a greased 9-inch round baking pan.

Bake:

Bake in the preheated oven for 11-14 minutes until the rolls are golden brown. Take them out and let them cool a bit while you prepare the frosting.

Prepare the Caramel Frosting:

In a small saucepan over medium heat, melt 2 tablespoons of butter. Stir in 1/4 cup of brown sugar and 1 tablespoon of heavy cream. Bring this mixture to a boil, then lower the heat and let it simmer for 2 minutes while stirring. Remove from heat and let it cool for about 10 minutes. Whisk in 1/4 cup of powdered sugar until smooth.

Frost and Serve:

Drizzle the caramel frosting over the warm cinnamon rolls. Serve them right away and enjoy the delicious gooeyness!