In large ovenproof nonstick skillet, heat the olive oil. Add the prosciutto strips and cook over moderately high heat until crisp, about 7 minutes. Transfer the prosciutto to a paper towel-lined plate. Add the asparagus to the rendered prosciutto fat in the skillet and cook until crisp-tender and beginning to brown, about 5 minutes. Season the asparagus with salt and pepper and add them to the prosciutto.