Trim fat from meat. Cut meat into 4 serving-size pieces. Combine flour and black pepper. Using the notched side of a meat mallet, pound flour mixture into both sides of meat.
Coat a large skillet with cooking spray. Heat skillet over medium heat. Brown meat on both sides in hot skillet. Transfer to a 2-quart square baking dish. In a medium bowl combine undrained stewed tomatoes, carrots, and wine; pour over meat. Bake, covered, in a 350 degree F oven for 1-1/4 to 1-1/2 hours or until meat is tender.
Meanwhile, cut potatoes into 1-inch pieces. Coat a 2-quart rectangular baking dish with cooking spray. Add potatoes, olive oil, salt, and garlic; toss to coat. Bake, covered, in the 350 degree F oven for 45 minutes, stirring after 20 minutes. Uncover, stir gently, and bake about 25 minutes more or until potatoes are lightly browned on the edges. Serve the meat and tomato mixture with potatoes. Makes 4 servings.