Ingredients
1 lb. pork tenderloin, patted dry
2 (1 oz. each) slices bacon, halved lengthwise
1 tsp. kosher salt
1/2 tsp. black pepper
1 Tbsp. unsalted butter
1/4 cup (2 oz.) bourbon
2 Tbsp. apple cider vinegar
1 Tbsp. unsulphured molasses
1/2 tsp. Dijon mustard
1/2 tsp. chopped fresh rosemary
Melt butter in a medium (10-inch) cast-iron skillet over medium-high. Add the wrapped pork to skillet, bacon side down. Cook, turning occasionally, until bacon is browned, about 6 minutes. Turn filets cut side down; cook, undisturbed, until browned, about 4 minutes. Flip filets; transfer skillet to oven. Bake in preheated oven until a thermometer inserted into thickest portion of pork registers 145°F, 8 to 10 minutes. Remove from skillet, and place on a plate (do not wipe skillet clean); let rest 5 minutes.
Add bourbon to skillet; cook over medium-high about 30 seconds, scraping bottom of skillet to loosen any browned bits. Stir in apple cider vinegar, molasses, and Dijon mustard; cook, stirring often, until slightly thickened, 1 to 2 minutes. Remove from heat; stir in rosemary. Remove and discard wooden picks; return pork to skillet, and spoon sauce over pork.