John at Hitchcock's World successfully linked Lindsay Lohan to Sidney Poitier, and has passed it to me to link Sidney Poitier to Groucho Marx. This is going to difficult as I really don't know Groucho Marx well at all, but let's give this a go!
1 - Sidney Poitier starred in Shoot to Kill (1988) alongside Tom Berenger.
2 - Tom Berenger was in Breaking Point (2009), and so was Armand Assante.
3 - Armand Assante had an epic argument in Judge Dredd (1995) with Sylvester Stallone.
4 - Sylvester Stallone was the star of Oscar (1991), which also featured Don Ameche.
5 - Don Ameche and Carmen Miranda were the leads in the musical Greenwich Village (1944).
6 - Finally, Carmen Miranda featured in Copacabana (1947), and the lead actor just happened to be the one and only Groucho Marx.
Phew! I can't believe I actually did it! That was a real challenge, I actually found it easier to work backwards so there's a hint for anyone still trying to complete their challenge.
As per the rules, I now need to nominate another blogger and pass on a challenge to them, starting with my ending point. So, Brittani at Rambling Film, I choose you! Your challenge is to link Groucho Marx to Leonardo DiCaprio. Good luck!