Preheat oven to 350°F. Brush a 13x9x2-inch baking dish with 1 Tbsp. olive oil.
In heavy skillet, combine remaining olive oil, garlic, eggplant and oregano. Cook 15 minutes until eggplant softens. Mix in olives and pasta sauce and simmer for 10 minutes on medium heat, stirring occasionally. Season with salt and pepper. Remove from heat.
Meanwhile, cook penne in boiling salted water for 11 minutes to al dente firm. Drain.
Stir penne into vegetable mixture. Fold in 1-1/2 cups cheese. Transfer to prepared baking dish; sprinkle with remaining cheese and cover with foil. Bake 25 minutes. Remove foil and bake about 15 minutes more until cheese begins to brown.