Here is my chain, though I understand that the spot may be taken:
Chain from Cy Young to Clayton Kershaw
Cy Young played with Nap Lajoie for the 1911 Cleveland Naps
Nap Lajoie played with Charlie Grimm for the 1916 Philadelphia Athletics
Charlie Grimm played with Phil Cavarretta for the 1934 Chicago Cubs
Phil Cavarretta played with Minnie Minoso for the 1955 Chicago White Sox
Minnie Minoso played with Rich Gossage for the 1976 Chicago White Sox
Rich Gossage played with Greg Maddux for the 1988 Chicago Cubs
Greg Maddux played with Clayton Kershaw for the 2008 Los Angeles Dodgers