To figure this out simply convert from radians to degrees and find the quadrant that you will end up, in if you move from the positive x axis. For the first one it would be 150 degrees, here you would still be at the second quadrant, since the angle is greater than 90 but less than 180.
Here tangent, is simply the opposite of the angle which is 150, divided by the adjacent, ignoring the actual values, that would be y is positive and x is negative which would mean that tangent is negative.
For the second angle measure tan 300 is in the 4th quadrant, but the y value is negative and x is positive, so tangent here is also negative.
I believe the correct option is the first one.