Chang,
I noticed you have a wooden bowsprit. However your anchoring setup will go, I would suggest not to put an anchor roller & anchor off the current wood bowsprit.
I had a wooden bowsprit that cracked & support pullout while sailing. I almost dropped my mast. I discovered that not only the wood but also the side straps with thru bolts ripped out of the bow both sides with a big bang. Afterwards, I found there was no beefed up area in my hull to take the load. My hull thickness was approx. 1/4" thk. fiberglass.
I had a glass guy come in and buttress up the inside of the hull (anchor locker). I purchased a solid bowsprit from Catalina & installed it properly. I attached an anchor roller, beefed up the lower connection for my bob stay & used Nitronic 50 solid bar material instead of strand cable with swaged fittings. It has a 43,000# tensile breaking strength. My boat will fold up before the bobstay fails.
Look at the underside of your bowsprit, that's were the weakening rot is. I just thought letting you know of my problems will help you avoid future problems.
CR