Place rolls in an 8-inch square sprayed baking dish. Cover with sprayed plastic wrap. Let rise until double in size.
Combine pineapple and 1/4 cup brown sugar. Remove wrap. Make a large indentation in each roll. Fill with pineapple mixture.
Combine butter, flour and 1/4 cup brown sugar into a crumble and sprinkle over rolls. Bake at 350°F 20-25 minutes.