Beginning at the top of each asparagus spear (just under the tip), wrap with prosciutto on a downward spiral.
Place a skillet over medium-high heat and swirl the pan with a little extra-virgin olive oil.
Working in batches so as not to crowd the pan, place the wrapped asparagus spears in the hot pan and cook until prosciutto is crisp and browned and asparagus is tender-crisp, about 2-3 minutes per side. Remove asparagus to a plate lined with a paper towel to drain while you cook the remaining spears. Serve promptly while hot.