Set an oven rack in the center of the oven if your broiler is in the oven, or set the broiler rack in the lowest position. Preheat the broiler. Place a wire rack over a baking sheet.
Combine the chili powder, garlic powder, pepper and onion powder in a small bowl.
Wrap each pineapple ring with 4 pieces of bacon, winding it around and through the hole in the center; sprinkle with the spice mix. Place on the prepared baking sheet.
Broil, turning once, until the bacon is well browned, 3 to 5 minutes per side. Let cool 2 minutes before serving.
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