Since it appears that the drive plugs directly into the connector fixed to the caddy, it will be pretty hard to connect it incorrectly.

However, it may be difficult to see the holes on the drive through the holes in the caddy. A good, focused light will help, but it may suffice to simply get one screw started into the drive but leave it loose until you get the other three also started.
If worse comes to worse, you can actually enlarge or possibly drill new holes in the caddy. The screws connecting the drive are purely for mechanical security, not data transfer or power.