1985 300D with 368K miles

While replacing my timing chain via Diesel Giant's instructions, after I had the new chain clipped into the old we had the chain slip and jump 3 teeth off the can sprocket, we were able to gain 2 of the teeth back just by pulling up on it. Still one tooth short. No am out of pulling would get the last tooth back.

We thought being careful and going slow that we could recoup the slack .

After going all the way around we are now 2 teeth short of a full circuit.

Where did we lose another tooth??

Did we just screw ourselves??