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Pork Chops with Fig and Grape Agrodolce

['4 (1"-thick) bone-in pork chops, preferably Frenched (about 2 pounds)', '1 1/2 teaspoons kosher salt, divided', '1 1/4 teaspoon freshly ground black pepper, divided', '4 tablespoons extra-virgin olive oil, divided', '3/4 cup balsamic vinegar', '1/2 teaspoon crushed red pepper flakes (optional)', '2 tablespoons plus 1 teaspoon honey, divided', '2 cups seedless red grapes, halved (about 10 ounces)', '8 ounces fresh black Mission figs, halved', '3 sprigs rosemary', '1/4 cup (1/2 stick) cold unsalted butter, cubed', '1 tablespoon fresh lemon juice', '1/2 teaspoon Dijon mustard', '1 small head of radicchio (about 10 ounces), leaves separated and cut into medium pieces', '1 cup (loosely packed) parsley leaves']

Preheat oven to 400°F. Season pork chops on both sides with 1 1/4 tsp. salt and 1 tsp. pepper.
Heat 1 Tbsp. oil in a large skillet over high. Working in batches if needed, sear pork chops until browned, about 2 minutes per side. Transfer chops to a wire rack set inside a rimmed baking sheet; reserve pan drippings in skillet. Roast pork until an instant-read thermometer inserted into the center registers 135°F, about 15 minutes. Let pork rest 5 minutes.
Meanwhile, heat skillet with drippings over medium-high. Add vinegar and cook, scraping up drippings with a wooden spoon. Stir in red pepper flakes, if using, 2 Tbsp. honey, and 1/4 tsp. salt. Add grapes, figs, and rosemary and stir to coat. Continue to cook, stirring occasionally, until sauce is thickened and fruit is softened, about 8 minutes. Remove from heat and stir in butter.
Whisk lemon juice, mustard, and remaining 3 Tbsp. oil, 1 tsp. honey, 1/2 tsp. salt, and 1/4 tsp. pepper in a large bowl. Add radicchio and parsley and toss to coat.
Divide radicchio salad and pork chops among plates. Top with agrodolce.

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