Melt butter in a 10-in. oven-proof skillet or in a 9x9x2-in. baking dish. Remove the skillet from the oven and sprinkle the brown sugar over the melted butter. Arrange the pineapple slices over the brown sugar. Place a cherry in the center of each pineapple slice.
Beat the remaining ingredients with an electric mixer on low speed for 30-45 seconds. Stop the mixer and scrape down the sides of the bowl. Beat on HIGH speed for 3 minutes, scraping the bowl occasionally. Pour the cake batter over the pineapple.
Bake the skillet for 45-50 minutes or the 9x9x2-in pan for 50-55 minutes, or until a toothpick inserted near the center tests clean.
Immediately turn the skillet or baking dish upside down over a heat-proof plate. Let the skillet or pan remain over the cake for 3-4 minutes. Remove the skillet or baking dish. Serve warm.
Notes
This cake is best served with a scoop of vanilla ice cream!