Prepare the Topping: In a medium skillet over low heat, melt 4 tablespoons of butter along with 1/2 cup of brown sugar until bubbly. Arrange 6 pineapple slices and 6 maraschino cherries, cooking for about 4 minutes.

Make the Cookie Dough: In a large mixing bowl, cream together 1/2 cup softened butter and 1 cup granulated sugar until fluffy. Add 1 egg and mix well. In a separate bowl, whisk 1 1/2 cups flour, 1 teaspoon baking powder, and 1/4 teaspoon salt, then combine with wet ingredients.

Assemble the Cookies: Spoon tablespoons of the cookie dough over the caramelized fruit in the skillet, ensuring some topping peeks through.

Bake: Preheat your oven to 350°F (175°C) and bake for 12-15 minutes until golden brown. Edges should be firm, and the center remains soft.

Cool and Serve: Let cool for 5 minutes, then invert onto a platter and cool for an additional 10 minutes before serving warm.