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Step 1
Trim the bottom 1 to 1.5-inches off the ends of the asparagus. Drizzle the asparagus with olive oil and season with salt and pepper.
Step 2
Heat a grill over medium-high heat until it reaches about 400 degrees (or heat a grill pan on the stove). Grill the asparagus until tender, about 2-3 minutes per side. Remove and set aside.
Step 3
Peel the cantaloupe and scoop out seeds, then slice into wedges. You can get about 18-20 wedges per cantaloupe.
Step 4
Slice each piece of prosciutto in half lengthwise, then take one single piece and wrap it around 1 cantaloupe wedge and 2-3 pieces of asparagus. Repeat until all the bundles are prepped.
Step 5
Spray the grill with nonstick cooking spray, then grill the asparagus bundles for about 2 minutes per side.
Step 6
Remove and season with a little more black pepper. Serve immediately.