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1
Heat a large (12-13 inch) skillet over medium heat.
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2
Add 2 tablespoons of olive oil and the mushrooms to the skillet and saute until softabout 10 minutes.
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3
Add the garlic and some salt and pepper to taste.
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4
Saute another 2 minutes, then remove from heat.
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5
Lay the flank steak on a work surface and place a piece of plastic wrap over the top.
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6
Using a meat mallet or rolling pin, pound the steak into a 9X12 inch rectangle thats about 1/4 inch thick.
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7
Lay the cheese over the steak, leaving a 2-3 inch area uncovered along one long edge.
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8
Next, lay the mushrooms over the cheese, followed by the prosciutto and arugula leaves.
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9
Starting with the long edge that is covered with ingredients, carefully roll the flank steak toward the edge thats uncovered.
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10
Tie the steak roll in 4 places with kitchen twine.
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11
In a small bowl, mix together 1 teaspoon salt, 1/2 teaspoon pepper, paprika and flour and rub it all over the roll.
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12
Preheat the oven to 350 F.
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13
In a large oven safe skillet heat 2 tablespoons of oil over medium-high heat.
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14
Carefully place the steak roll in the skillet and sear it for 5-8 minutes turning to brown on all sides.
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15
Transfer the skillet to the oven and bake the steak until cooked through and cheese is melted, about 30 minutes.
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16
Remove the skillet from the oven, tent it with foil and let the meat rest for 10 minutes.
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17
Then carefully slice it in 1/2 inch pieces.