Your Win Condition
You need to get aggressively ahead to win this matchup.
General Strategy
Trundle is one of the better Urgot counters. You generally need help in this lane. Level one and two are winnable if he doesn't believe your tempo.
Trading Patterns
Trundle's pillar (E) interrupts your E completely, as your E stops when it hits terrain. Trundle's W (Frozen Domain) gives him movement and attack speed, which he can use to dodge your E/R. Trundle ultimate steals your resistances; since Urgot is a high base-stat champion, this is incredibly painful. Look to damage him to 40% to 50% HP at level one, even if you lose 60% of your own HP, then look for the E-Flash kill at level two.
Wave Management
Their Win Condition
Trundle wins by utilizing his pillar (E) to interrupt your E. He wins by ulting you, stealing your base stats. He usually rushes Divine Sunderer.

