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Preheat oven to 200ºC.
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Smash garlic cloves with back of a knife to slightly expose flesh.
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Place garlic and pumpkin into a roasting tray and coat with 2 tablespoons olive oil and a generous amount of salt and pepper. Massage well into the pumpkin and garlic with your hands.
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Bake for 40 minutes or until the pumpkin begins to brown and caramelize. Leave the garlic cloves to slightly cool and remove the flesh from the skin.
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In a deep wide saucepan, combine the roasted pumpkin, garlic, 1 tablespoon olive oil, white wine, pasta, chicken stock and a sprinkling of salt and pepper.
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Bring to the boil then turn the heat down to medium and keep at a rapid boil for 15 minutes or until the pasta is al dente and 80% of the moisture has been evaporated. Stir occasionally and break down the pumpkin with your spoon.
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Take off the heat and stir through the Pecorino Romano.
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Serve immediately with an extra sprinkling of cheese and enjoy with family and friends!