Ingredients

  • 3 dried pasilla chiles (see Note)
  • 1/4 cup pitted prunes
  • 2 tablespoons vegetable oil
  • 1 small onion, finely diced
  • 2 garlic cloves, minced
  • 2 tablespoons sugar
  • 1/4 teaspoon ground cinnamon
  • 1 tablespoon sherry vinegar
  • 1 tablespoon mezcal (see Note)
  • 1/4 cup chicken stock
  • Salt and freshly ground pepper
  • One 1 3/4-pound flank steak

Method

  • In a shallow, heatproof bowl, cover the pasillas with 1 cup boiling water; carefully top with a small plate to keep the pasillas submerged.
  • Let the chiles stand until softened, about 20 minutes.
  • Meanwhile, in a small saucepan, cover the prunes with water and bring to a boil.
  • Cover and let stand until softened, about 10 minutes.
  • Drain the prunes and transfer to a blender.
  • Transfer the pasillas to a work surface; reserve 1/2 cup of the soaking liquid.
  • Discard the pasilla stems and seeds and coarsely chop the chiles.
  • Add the pasillas and their reserved soaking liquid to the blender and puree.
  • Light a grill or preheat a grill pan.
  • In a medium saucepan, heat the vegetable oil.
  • Add the onion and garlic and cook over moderately low heat until softened, about 7 minutes.
  • Add the pasilla chile-prune puree along with the sugar, cinnamon and sherry vinegar and bring to a simmer over moderately high heat.
  • Stir in the mezcal and stock and simmer for 1 minute.
  • Season the adobo sauce with salt and pepper.
  • Season the flank steak with salt and pepper and coat it with 1/4 cup of the adobo sauce.
  • Grill the steak over moderately high heat, turning once, until medium-rare, about 5 minutes per side.
  • Transfer the steak to a carving board and let rest for 5 minutes.
  • Thinly slice the steak across the grain and serve with the remaining pasilla-prune adobo sauce.