Sounds like you have a port that has gone bad in your switch. Typically when ports go bad on catalysts you lose all 4 or 8 ports that the controller controls. Sometimes you do lose just one port. If you console into the switch you should check out the POST. It will probably tell you your port...
I think all you need to do is set up all the vlans on your 3550-24 and then use the IP ROUTING command. Make sure you go into VLAN DATABASE and name your VLANs or chances are you won't get the VLANs in the UP/UP State. Do you SHOW IP ROUTE and you should get a connected for each VLAN Network.
I...
When you get into RomMon you need to do an xmodem copy. It will be painful to update the IOS like that since it's so slow but that's the only way since you haven't booted to IOS and assign an VLAN IP to do a TFTP transfer.
I think the command is copy xmodem: flash:
Then in HyperTerminal go to...
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