01 -
Preheat your oven to 325 degrees F.
02 -
Cut the top-round slices in half widthwise to get 12 equal pieces. Place them on a cutting board.
03 -
Gently pound each beef piece to 1/4 to 1/8-inch thickness, using a zipper-top bag to protect the meat.
04 -
Mince 4 cloves of garlic; slice the remaining 8 cloves.
05 -
In a small bowl, mix the minced garlic, parsley, cheese, breadcrumbs, salt, and black pepper.
06 -
Place a slice of prosciutto on each beef piece, then sprinkle 2-3 tablespoons of filling over the prosciutto.
07 -
Roll each beef piece into a cylinder, tucking sides in to secure the filling, and pin with toothpicks.
08 -
In a Dutch oven, heat olive oil over medium-high heat. Brown the beef rolls in batches, cooking each roll on all sides.
09 -
Pour wine into the pot, bringing it to a boil while scraping the bottom to get all browned bits. Boil for 2-3 minutes to reduce.
10 -
Add beef broth, crushed tomatoes, sliced garlic, and Italian seasoning. Return the rolls to the pot and bring to a simmer.
11 -
OVEN METHOD: Cover with a damp parchment or foil, place the lid, and bake for 1.5-2 hours, turning the rolls after an hour.
12 -
STOVETOP METHOD: Cover and simmer on low for about 1.5 hours, turning occasionally.
13 -
SLOW COOKER: Cook on high for 3-4 hours, medium 5-6 hours, or low 7-8 hours.
14 -
Remove the rolls to a platter, cover with foil to keep warm, and remove the toothpicks.
15 -
Blend flour with some hot sauce liquid to make a slurry. Stir into the pot sauce and simmer to thicken.
16 -
Season sauce with salt, black pepper, and sugar if needed. Drizzle over the beef rolls and garnish with parsley.