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Combine 6 whole blackberries, olive oil, vinegar, sugar, mustard, salt and pepper in a blender. Blend just until blackberries are pureed, about 30 seconds. Strain through a fine-mesh sieve set over a bowl.
In a large salad bowl, toss together greens, the remaining blackberries, cheese, prosciutto and 1/4 cup vinaigrette. Serve remaining vinaigrette on the side.