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Preheat oven to 375 degrees. In an ovenproof nonstick skillet, heat 1 Tablespoon of the oil. Season the chicken with salt and pepper and add to the pan. Cook over moderately high heat until browned all over, 8 minutes. Transfer the chicken to a plate. Add the bacon to the skillet and cook, stirring until the fat is rendered, 2 minutes. Drain off the fat. Add the remaining 1 1/2 Tablespoons of oil to skillet, and stir in the flour until incorporated. Add the onion and garlic and cook over moderate heat, stirring, until slightly softened, 3 minutes. Add the tomato and tomato paste and cook, stirring until the tomato softens slightly, 5 minutes. Add the milk and broth and bring to a boil, stirring until slightly thickened, 3 minutes. Return the chicken and any accumulated juices to the skillet; add the parsley sprigs. Cover the chicken and braise in the oven for 20 minutes, until the meat is cooked through.
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Using tongs, transfer the chicken to a platter and discard the parsley sprigs. Return the skillet to moderate heat and cook the gravy, whisking constantly, until smooth, about 2 minutes. Whisk in the chopped parsley, pour the gravy over the chicken legs and serve.
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