The club had also announced the signing of young playmaker Adem Ljajic. But Ljajic never officially became a United player.
While Tosic immediately joined up with his new team-mates Ljajic was sent back to previous club Partizan Belgrade on loan in order to continue his development ahead of a proposed transfer switch in January 2010.
In the end however United grew tired of a lengthy battle to obtain a Work Permit for the player and pulled the plug; much to the players dismay.
Fiorentina swooped in and signed him to a deal keeping him at the club until 2014 and he has not looked back.
Last campaign was his best yet; playing 31 times and scoring 12 goals; form which has attracted the interest of many a club including reports of renewed interest from United.
But AC Milan have been leading the way for a while now and new developments from Italy today suggest that a deal for the 21-year-old attacking playmaker is now on the cusp of completion.
However that deal won’t officially go through until 2014.
It is believed in the Italian media that Milan are willing to wait until 2014 to get their man; much like they will remain patient for Keisuke Honda to arrive in January from CSKA Moscow.
It is also reported that the two parties have even agreed personal terms and seeing as Fiorentina seem reluctant to sell the player Milan are ready to play the waiting game.
But it will all feel a little like deja vu for Ljajic surely?
Asked to wait a year for a transfer to happen; isn’t that exactly what happened to him with Manchester United?
No Work Permit issues will get in the way this time but people change. More often or not in football that change is enforced by them being replaced, so what if a new manager comes in at the San Siro and decides that Ljajic just is not for them?
Milan however have previous in this field. They did the same thing to Fiorentina with Riccardo Montolivo and he is now the clubs captain.
So Ljajic hopes it is that history that repeats itself and not the unfortunate circumstances that robbed him of his Manchester United dream.
image: © yoca91