Peel & core the apple after washing. Then slice into 8 even slices.
Pop open the crescent roll dough, and separate them into 8 individual slices working along the perforation lines.
Grease a 9x9 or 9x13" baking dish evenly with non stick cooking spray, and set aside.
Working with one dough piece at a time, wrap it around a single apple slice. Place it in the prepared baking dish, and continue until all the dumplings are wrapped and in the dish.
In a skillet, add the 5 tbsp of butter, water, and both sugars. Heat the mixture over medium high heat, stirring gently until the butter's melted & the sugar's dissolved.
Remove the skillet from heat and whisk in the whiskey until combined. Pour this evenly out over the dumplings in the baking dish.
In a small bowl, stir together the cinnamon and remaining sugar until combined. Sprinkle this mixture evenly out over the dumplings.
Bake the dumplings at 350° for 35-40 minutes.
Serve the dumplings warm, spooning the sauce over top, with vanilla ice cream- if desired.