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Preheat the oven to 400°F and have ready a rimmed baking sheet double-lined with nonstick aluminum foil. Combine the sugar and all of the spices in a small bowl and set it aside.
Pat the tenderloin dry with a paper towel and place on a work surface. Season the tenderloin with 2-3 tablespoons of the brown sugar-spice mixture and rub/pat all over once more to adhere.
Start at the tapered end of the pork tenderloin, and tightly wrap it with a slice of bacon, everso slightly overlapping as you loop it around. Add additional slices of bacon, starting under the end of the first slice and looping until the entire tenderloin is covered.
Transfer the pork to the prepared pan, add a thin layer of the brown sugar spice mix across the top and sides, and pat the adhere. Discard any remaining spice rub.
Bake for 35-40 minutes or until the pork is fully cooked and the internal temperature registers 145°F. Allow to rest for 10 minutes. Slice, serve, and enjoy!