Complex sentence: The first generation Tacoma, model years 1995½ through 2004, was classified as a compact pickup truck until into the second generation, now mid-size, Tacoma came out, which was "Motor Trend Magazine's" Truck of the Year for 2005.
Split into simpler sentences: The first generation Tacoma, model years 1995½ through 2004, was classified as a compact pickup. The Tacoma was "Motor Trend Magazine's" Truck of the Year for 2005.