DOABLE.
I lose weight quicker than anyone I know. Conversely I also get fatter, faster.
You can most definitely do it, but making weight and competing at any type of a high level will be very hard.
If no one can talk you out of doing it:
1) Get yourself a good multivitamin. With the amount of calories you'll be forced to cut you will need this.
2) Your diet should mainly comprise of protein. Carbs should be kept very low. Your body can convert fat to energy, that's what it's there for (or was there for in the hunting and gathering days). I'm thinking to cut that much weight, protein shakes 4-6 during the day, with little to no solid food until the evening. If you need something crunchy, celery will be your friend. Dinner will be your main meal now and it must be large, chicken breasts on a bed of greens, some green peppers etc. I find that dinner being the big meal leaves you something to look forward to at the end of a brutal day of diet and training. It won't seem like a big deal the first week or two, but at week 4 when you're run down, beat up and above all hungry, knowing you've got a big meal coming up to end your day really helps.
3) Cardio, cardio, cardio. How many hours a day are you spending rolling, etc? If it's not at least 2hrs a day, get your big ass out there and run. Or if your knees can't handle it (I know mine complain at the start of a diet period when I've porked up), biking, elliptical, anything will do. For me, rolling is the best cardio ever, and it gets the muscles a good workout. Even if you have to roll with whoever is available that's beneath your weight class, or skill level, do it. You can go over rudimentary things, and still get a workout in, or when that gets a bit tiresome, work some holds that really wouldn't ever be practical in a real bjj match or fight, but they'll at least keep you going and keep you from getting bored.
If you can handle those conditions, you'll make weight, and by make weight I mean come close without having to cut too much prior to your fight. You'll be miserable to be around most likely, but keeping your protein high, your carbs low, and your fat too (some people find it acceptable to include many high fat meals when cutting out carbs, I don't. A nice steak instead of chicken totally ok).
Go for it and let us know how it works out for you. Also for those who doubt it's possible, his weight is so high and I'm guessing his diet is so shitty, that the shock alone will drop lbs the first week, even if he's not working out as hard as he could.
On a related note I started dieting and training again myself after a long lay off from injuries, family stuff etc and in the first week dropped 8lbs. I only rolled 3 times, ate 1 extremely fatty meal per day (lunch) and was disappointed that I only took off 8lbs. lol
When you carry a lot of weight, bigger losses are not only easier they're to be expected. If the TS only weighed 200lbs and wanted to hit 150 I'd tell him it's not doable, but he's a big boy and can do it.
Just don't make a habit of it. It really is hard on the immune system, heart, etc.
Edit: and if you're like me and lift weights when you're in shape. Forget them for the next 6 weeks. You'll have a limited amount of energy and with all the other training, it'd be a waste of time. ZERO chance you'll build any strength or muscle while on the above diet.