Inside-Out Cuban Pork Tenderloin Roll

Name: Inside-Out Cuban Pork Tenderloin Roll
Prep time: 30 min
Total time: 1 h 5 min
Yield: 4
Cuisine: Cuban
Ingredients: 4 tablespoons butter; 1/4 cup packed brown sugar; 1/4 cup yellow mustard; 1 tablespoon chili powder; 4 (10-inch) pieces cooking twine; 1 1/4 lb pork tenderloin, trimmed; 3 thin slices Swiss cheese; 3 thin slices gluten-free Black Forest ham; 1/2 cup dill pickle slices; 2 cloves garlic, finely chopped; 1 tablespoon vegetable oil; 1/2 teaspoon salt; 1/2 teaspoon ground black pepper

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by: Tablespoon Kitchens

Updated Apr 23, 2019

Inside-Out Cuban Pork Tenderloin Roll

Prep Time 30 min
Total 1 hr 5 min
Servings 4
Ingredients 13

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Ingredients

Sweet Mustard Sauce and Glaze

4 tablespoons butter
1/4 cup packed brown sugar
1/4 cup yellow mustard
1 tablespoon chili powder

Pork Tenderloin

4 (10-inch) pieces cooking twine
1 1/4 lb pork tenderloin, trimmed
3 thin slices Swiss cheese
3 thin slices gluten-free Black Forest ham
1/2 cup dill pickle slices
2 cloves garlic, finely chopped
1 tablespoon vegetable oil
1/2 teaspoon salt
1/2 teaspoon ground black pepper

Instructions

Step
1

Heat gas or charcoal grill. Soak twine in water 10 minutes to prevent burning. Meanwhile, in 2-quart saucepan, melt butter over low heat. Stir in brown sugar, mustard and chili powder. Cook 2 to 3 minutes, stirring frequently, until mixture comes to a boil. Pour 1/4 cup sauce into small bowl; reserve for serving. Leave remaining sauce in saucepan for basting pork.
Step
2

Insert knife one-third of way up from bottom of tenderloin along 1 long side and cut horizontally, stopping 1/2 inch before edge. Open up flap.
Step
3

Keeping knife parallel to cutting board, cut through thicker portion of tenderloin about 1/2 inch from bottom of tenderloin, keeping knife level with first cut and stopping about 1/2 inch before edge. Open up this flap.
Step
4

Press sides of tenderloin down so it lies flat. Cover with plastic wrap; pound with flat side of meat mallet to 1/2 inch thick.
Step
5

Place cheese down center of tenderloin; top with ham.
Step
6

Arrange pickles on top of ham. Sprinkle garlic evenly over filling.
Step
7

Tightly roll up tenderloin lengthwise.
Step
8

Tie tenderloin tightly with twine.
Step
9

Brush tenderloin with oil, then rub in salt and pepper. Place seam side up on grill over medium heat. Cover grill; cook 15 minutes.
Step
10

Turn pork; brush with remaining glaze in saucepan and grill 10 to 15 minutes longer or until meat thermometer inserted in center of tenderloin reads 145°F. Transfer to cutting board; cover with foil, and let stand 5 minutes. Cut and discard twine. Cut tenderloin into slices with serrated knife. Serve with the 1/4 cup reserved sauce.