It seems from checking various sources - including Cundiff-L Archives:
Greenberry Cundiff that married a woman named Dorcas also had sister Permelia.
Sources indicate that Permelia married William H. Holsapple in 1842 in Washington County, IN
the 1880 US Census (LDS/Family Search - free site):
P.Jane Holsapple age 52 b. KY b. 1828 wife of William Holsapple Her father b. TN, her mother b. TN
William Holsapple b. 1826 IN age 54 farmer parents b. PA
LOCATION: Dist. 157 Center, Martin County, Indiana
children:all born Indiana
James, E.Sarah, E.Mary, Effa
Also listed:George CONDIFF , nephew age 9 b. IN father b. IN, Mother b. KY
Other information about the family:
Greenberry is said to have been born 4 Apr 1823 - I have seen no proof.
Sarah Ann Cundiff married a man named William Lence (could be Lenz, Lance,Lentz) on 11 Dec 1838 in Washington County, IN.
William Lence died 20 Feb 1852 (LDS) and she moved to Martin County, Indiana. She re-married to Benjamin H. Miller in Jan 1854.
In the LDS a person listed:
G.B. Cundiff + DORCUS (not Dorcas)
also listed is Elias W. Cundiff - son of Greenberry Cundiff b. 1848 Macon County, MO
These people are all connected from everything I have seen on the internet.
No one has posted exact parents names of Greenberry Cundiff, Sarah Ann Cundiff or Permelia Cundiff. There may be other children by the marriage of their parents.However, it would appear that they were born in Kentucky - so the parents would be in KY at about 1823 and 1828.
This is not my family line of Cundiffs, so I have no other information.