Complex sentence: It has a large silver chalice; its original base was made of wood and stood several inches high, with a silver shield listing the championship year and winning team's name, beginning with the University of Toronto Varsity Blues.
Split into simpler sentences: It has a large silver chalice and the original base was made of wood and stood several inches high. The original base featured a silver shield with the year and winning team's name, beginning with the University of Toronto Varsity Blues.