Prepare all ingredients as listed above.
Cook chicken: Preheat a grill or grill pan to medium heat. Drizzle chicken with half the olive oil and season with salt and pepper. Grill until internal temperature reaches 165°F (74°C). Rest 5 minutes, then dice into bite-sized pieces.
Cook pasta: Boil penne in salted water according to package instructions. Drain and set aside.
Make sauce: Heat remaining olive oil in a skillet over medium heat. Sauté garlic and onion until translucent. Add tomatoes and cook for 2–3 minutes. Stir in broth and cream, whisking until smooth. Simmer to reduce, then stir in Parmesan. Add chicken and spinach, simmer for 5 minutes. Toss in pasta until well coated. Adjust seasoning.
Prep spring rolls: Mix scallions, cilantro, and mint in a bowl. Soften one rice paper sheet at a time in warm water. Lay flat on a towel, then layer lettuce, carrot, cucumber, jalapeño, and herb mix. Fold in sides and roll tightly. Repeat with remaining sheets.
Make peanut sauce: Whisk peanut butter, rice vinegar, soy sauce, honey, sesame oil, and garlic. Add 2–3 TBSP water until smooth and creamy.
Make pineapple agua fresca: Combine all ingredients together. Serve over ice.
Serve the Tuscan chicken pasta with spring rolls, peanut sauce, and pineapple agua fresca.